Southwest® flights from Kona (Island of Hawaii) to Chicago (Midway) from $224

Promo Code

Low fares from Kona (Island of Hawaii) to Chicago (Midway)

$

Kona (Island of Hawaii) (KOA)to

Chicago (Midway) (MDW)
Depart: 03/16/2026

One-way

Basic

From
$224
Seen: 5 hrs ago

Kona (Island of Hawaii) (KOA)to

Chicago (Midway) (MDW)
Depart: 04/01/2026

One-way

Basic

From
$239
Seen: 5 hrs ago

Kona (Island of Hawaii) (KOA)to

Chicago (Midway) (MDW)
Depart: 03/07/2026

One-way

Basic

From
$260
Seen: 19 hrs ago

Kona (Island of Hawaii) (KOA)to

Chicago (Midway) (MDW)
Depart: 03/16/2026

One-way

Choice

From
$269
Seen: 5 hrs ago

Kona (Island of Hawaii) (KOA)to

Chicago (Midway) (MDW)
Depart: 04/01/2026

One-way

Choice

From
$284
Seen: 5 hrs ago

Kona (Island of Hawaii) (KOA)to

Chicago (Midway) (MDW)
Depart: 03/07/2026

One-way

Choice

From
$305
Seen: 19 hrs ago

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*Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

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